Dimethylformamide → 2-Bromoimidazo[5,1-b]thiazole-7-carbaldehyde

Temperatur

80 °C

Dimethylformamide (0.13 ml) and 0.15 ml of phosphorus oxychloride were added in that order to a solution of 300 mg of 2-bromoimidazo[5,1-b]thiazole in 3 ml of methylene chloride under an argon atmosphere, and the mixture was stirred at 80° C. for 6 hr. Water was added to the reaction mixture to stop the reaction, and the reaction mixture was adjusted to pH 10 by the addition of a 1 N aqueous sodium hydroxide solution. The reaction mixture was then extracted with ethyl acetate, and the organic layer was then washed with saturated brine and was dried over magnesium sulfate. The solvent was removed by evaporation, and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:10) to give 223 mg of 2-bromo-7-formylimidazo[5,1-b]thiazole.

1. customthe reaction
2. extractionThe reaction mixture was then extracted with ethyl acetate
3. washthe organic layer was then washed with saturated brine
4. dry with materialwas dried over magnesium sulfate
5. customThe solvent was removed by evaporation
6. customthe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:10)

ORD-Eintrag

ord-f27497db595a422ea423f1a700d65128

Quelldatensatz

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07563901B2